OFF MARKET

Off Market Oct 2024 for $1.8M

$2,267,728

Est. refi paymentEst. refi $12,033/mo

•

3,000

sq ft

38 Essex Rd, Winnetka, IL 60093

About this home

Elegant brick Tudor home seamlessly blends historic elegance with contemporary updates. Built-in 1923, this move-in-ready home has been carefully updated to suit today's lifestyle while preserving its original details. Enjoy the best of both worlds with a Winnetka address and access to the highly regarded Kenilworth school system, including Joseph Sears (JK-8th grade), and within walking distance to New Trier High School. The home offers four bedrooms, three full baths, and three half baths, providing ample space for family and guests. The open-concept family room and eat-in kitchen, updated in 2019, feature custom cabinetry, Quartzite countertops, and premium Wolf and Sub-Zero appliances. Elegant living spaces with a wood-paneled painted library add a cozy ambiance, and an oversized living room with hardwood floors and a wood-burning fireplace exude warmth and character. The luxurious primary suite, also renovated in 2019, includes a spa-like bathroom with a freestanding tub, dual vanity, and two custom closets. The recently renovated powder room features heated floors, updated lighting, and a custom vanity with a Quartzite countertop. Additional updated baths on the second and third floors provide modern comfort. The basement has been completely updated with a new half bath, laundry room with custom cabinets and tile, and luxury vinyl plank (LVP) flooring in the rec room. Recent upgrades include new windows, electrical and plumbing systems, a new roof, gutters with covers, copper flashing, a new AC unit, and a new garage door motor. This turnkey home has been meticulously maintained and updated, blending historic charm and modern convenience. This property is ideal for those looking for a beautifully maintained home with modern amenities in a prime location. Don't miss the opportunity to see this stunning Tudor!

Single-familyProperty Type

1923Year Built

9,178 sq ftLot Size

$756Est. Price/Sq.Ft.

2 car garageParking

Listed by Christie Ascione • @properties Christie's International Real Estate

Listed by Lisa Weis • @properties Christie's International Real Estate

Bought with Paige Dooley • Compass

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #12154845

Redfin Estimate

$2,267,728

$465K since sold in October 2024$75K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24% higher than the average sale price ($1.83M) of 6 comparable homes.

SOLD JUN 26, 2026
$1,380,000
A
5 beds3.5 baths3,465 sq ft
373 Sunset Rd, Winnetka, IL 60093
SOLD MAY 28, 2026
$1,589,647
B
4 beds3 baths— sq ft
458 Sunset Rd, Winnetka, IL 60093
SOLD AUG 12, 2026
$2,415,000
C
4 beds3.5 baths— sq ft
1132 Ashland Ave, Wilmette, IL 60091
SOLD SEP 3, 2026
$1,800,000
D
5 beds4 baths3,445 sq ft
556 Winnetka Ave, Winnetka, IL 60093
SOLD JAN 13, 2026
$1,995,000
E
4 beds4.5 baths3,288 sq ft
335 Fairview Ave, Winnetka, IL 60093
SOLD APR 3, 2026
$1,795,000
F
4 beds3.5 baths3,662 sq ft
567 Hill Ter, Winnetka, IL 60093

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Earn from this home

Sell

$766,779

Est. take-home

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Refinance

Est. cash available

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Rent

$4,035/mo

Redfin rental estimate

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Market trends in 60093, IL

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.1%

+1.3% MoM

Median sale price

$1.6M

$17K MoM

Avg. days on market

34d

1 days MoM

Recently sold homes

106

2 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$2,800,000
4 beds4 baths7,500 sq ft
64 Locust Rd, Winnetka, IL 60093
OPEN SAT, 12PM TO 2PM
$1,400,000
5 beds4.5 baths— sq ft
874 Boal Pkwy, Winnetka, IL 60093
$3,199,000
7 beds5.5 baths7,649 sq ft
3 Old Hunt Rd, Northfield, IL 60093
$1,200,000
5 beds3.5 baths— sq ft
590 Willow Rd, Winnetka, IL 60093
$1,999,000
5 beds4 baths3,914 sq ft
1288 Sunview Ln, Winnetka, IL 60093
$2,749,900
5 beds4.5 baths5,000 sq ft
438 Birch St, Winnetka, IL 60093
$1,899,000
6 beds4.5 baths5,338 sq ft
586 Earl Dr, Northfield, IL 60093
$4,500,000
6 beds7.5 baths7,480 sq ft
1380 Westmoor Trl, Winnetka, IL 60093
OPEN SUN, 10AM TO 11:30PM
$99,000
3 beds2 baths— sq ft
935 9th St, Winnetka, IL 60093
OPEN SUN, 10AM TO 11:30AM
$2,499,999
6 beds7.5 baths7,000 sq ft
1975 Sunset Ridge Rd, Northfield, IL 60093
See all

Provided by Redfin

Sale history for 38 Essex Rd

Date

Event

Price

Public Records

Nov 20, 2024

Sold

$1,803,000

$601/sq ft

MRED as Distributed by MLS Grid #12154845

Oct 25, 2024

Sold (MLS)

$1,802,722

$601/sq ft

Sep 4, 2024

Listed

$1,795,000

$598/sq ft

MRED as Distributed by MLS Grid #09836938

May 15, 2018

Sold (MLS) (Closed Sale)

$985,000

$328/sq ft

Mar 5, 2018

Contingent

—

Feb 16, 2018

Price Changed

$1,050,000

$350/sq ft

Jan 19, 2018

Listed (New)

$1,195,000

$398/sq ft

+14

Timeless elegance meets English character in this classic East Winnetka home. Intimate paneled library with built-in cabinetry. Living room flooded with light, a fireplace and large bay window. Sun-drenched De Giulio kitchen with birch cabinets and banquette seating. Four corner bedrooms. Dining Room with French doors leads to an oversized patio with seating wall and a beautifully landscaped deep backyard. Walk to Sears and New Trier High School, Metra train and Elder Beach!

Year

Property tax

Land + Additions

Assessment*

2023

$23,007 (+6.5%)

$25,704 + $135,608

$161,312

2022

$21,594 (−12.3%)

$27,540 + $69,160

$96,700

2021

$24,635 (+2.5%)

$20,196 + $68,499

$88,695

2020

$24,025 (−0.6%)

$20,196 + $68,499

$88,695

2019

$24,170 (−2.0%)

$20,196 + $77,272

$97,468

2018

$24,668 (−9.2%)

$17,442 + $79,596

$97,038

2017

$27,156 (+5.9%)

$17,442 + $92,567

$110,009

2016

$25,648 (−0.2%)

$17,442 + $92,567

$110,009

2015

$25,695 (+2.3%)

$14,229 + $83,310

$97,539

2014

$25,109 (−4.3%)

$14,229 + $83,310

$97,539

2013

$26,239 (+3.0%)

$14,229 + $92,723

$106,952

2012

$25,463 (+4.7%)

$15,835 + $94,483

$110,318

2011

$24,313 (+2.8%)

$15,835 + $94,483

$110,318

2010

$23,641 (+3.7%)

$15,835 + $94,483

$110,318

2009

$22,790 (+3.9%)

$16,065 + $106,598

$122,663

2008

$21,941 (+15.7%)

$25,704 + $103,416

$129,120

2007

$18,966

$25,704 + $103,416

$129,120

Tax history for 38 Essex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,007 (+6.5%)

$25,704 + $135,608

$161,312

2022

$21,594 (−12.3%)

$27,540 + $69,160

$96,700

2021

$24,635 (+2.5%)

$20,196 + $68,499

$88,695

2020

$24,025 (−0.6%)

$20,196 + $68,499

$88,695

2019

$24,170 (−2.0%)

$20,196 + $77,272

$97,468

2018

$24,668 (−9.2%)

$17,442 + $79,596

$97,038

2017

$27,156 (+5.9%)

$17,442 + $92,567

$110,009

2016

$25,648 (−0.2%)

$17,442 + $92,567

$110,009

2015

$25,695 (+2.3%)

$14,229 + $83,310

$97,539

2014

$25,109 (−4.3%)

$14,229 + $83,310

$97,539

2013

$26,239 (+3.0%)

$14,229 + $92,723

$106,952

2012

$25,463 (+4.7%)

$15,835 + $94,483

$110,318

2011

$24,313 (+2.8%)

$15,835 + $94,483

$110,318

2010

$23,641 (+3.7%)

$15,835 + $94,483

$110,318

2009

$22,790 (+3.9%)

$16,065 + $106,598

$122,663

2008

$21,941 (+15.7%)

$25,704 + $103,416

$129,120

2007

$18,966

$25,704 + $103,416

$129,120

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

9,180 Sq. Ft.

Year renovated

—

Sq. Ft.

2,948

Year built

1923

Style

Single Family Residential

County

Cook County

APN

05282040150000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Single-Family Residential District

The requirements set forth in this chapter, together with other provisions set forth in the Building Code of the Village, have been adopted in order to provide for a single-family residential environment of relatively intense suburban character, where the degree of improvements upon an individual parcel of land is in approximate balance with the landscape area of such parcel of land. Due to the mature character of development within this district, such requirements are also intended to assure that future modifications to existing structures, or the replacement of existing structures with new structures, will not alter the scale and general character of established neighborhoods. In this regard, the requirements set forth in this chapter are further intended to foster development which is compatible, in general, with the character of existing single-family development within the immediate neighborhood with respect to external architectural scale, landscaping and other site improvements.

Permitted uses

Include but are not limited to:

Housing-Single unit

Property details

Parking

Parking Information
# of Garage Spaces: 2.5
# of Parking (Total): 2.5
Parking: Garage
Garage Ownership: Owned
Garage On-Site: Yes
Garage Type: Detached
Garage Details: Transmitter(s)
Driveway: Asphalt

Interior

Bathroom Information
# of Baths (Full): 3
# of Baths (1/2): 3
Basement Bathrooms (Y/N): Yes

Bedroom Information
# of Bedrooms: 4
# of Bedrooms Possible: 4

Room Information
Room Type: Office
Level: Main
Dimensions: 16 x 10
Flooring: Carpet

Room Information
Room Type: Foyer
Level: Main
Dimensions: 14 x 6
Flooring: Hardwood

Room Information
Room Type: Recreation Room
Level: Basement
Dimensions: 31 x 24
Flooring: Other

Room Information
Room Type: Work Room
Level: Basement
Dimensions: 10 x 9

Room Information
Room Type: Storage
Level: Basement
Dimensions: 19 x 6

Room Information
Room Type: Library
Level: Main
Dimensions: 12 x 9
Flooring: Hardwood

Room Information
Room Type: Utility Room-Lower Level
Level: Basement
Dimensions: 22 x 12

Room Information
Room Type: Bedroom 2
Level: Second
Dimensions: 16 x 12
Flooring: Hardwood

Room Information
Room Type: Bedroom 3
Level: Second
Dimensions: 18 x 10
Flooring: Hardwood

Room Information
Room Type: Bedroom 4
Level: Third
Dimensions: 14 x 12
Flooring: Carpet

Room Information
Room Type: Dining Room
Level: Main
Dimensions: 17 x 13
Flooring: Hardwood

Room Information
Room Type: Family Room
Level: Main
Dimensions: 24 x 20
Flooring: Hardwood

Room Information
Room Type: Kitchen
Type: Eating Area-Table Space
Level: Main
Dimensions: 18 x 16
Flooring: Hardwood

Room Information
Room Type: Laundry
Level: Basement
Dimensions: 7 x 7
Flooring: Porcelain Tile

Room Information
Room Type: Living Room

Room Information
Room Type: Master Bedroom
Level: Second
Dimensions: 20 x 16
Flooring: Hardwood
Bath: Full,Double Sink,Tub & Separate Shwr

Additional Rooms Information
Attic: Finished,Interior Stair
Dining Room: Separate
Basement: Full
Basement Description: Partially Finished

Interior Features
Interior Features: Hardwood Floors, Heated Floors
# of Rooms: 11

Equipment
Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Range Hood
TV-Cable, Security System, Sump Pump

Fireplace Information
# of Fireplaces: 1
Fireplace Location: Living Room
Fireplace Features: Wood Burning

Exterior

Exterior Features
Exterior Features: Patio

Building Information
Living Area Source: Estimated
Exterior Building Type: Brick,Stone
Age: 100+ Years
Built Before 1978 (Y/N): Yes
Roof: Asphalt
Foundation Details: Stone

Property Information
Property Type: Detached Single
Property Type: 2 Stories
Ownership: Fee Simple
Property Currently Being Leased: No
Rebuilt (Y/N): No
Rehab (Y/N): Yes
Rehab Year: 2018
General Information: Commuter Bus,Commuter Train
Parcel Number: 05282040150000

Lot Information
Dimensions: 60 X 153
Lot Size: Less Than .25 Acre
Lot Features: Fenced Yard

Financial

Tax Information
Tax Annual Amount: $23,007.30
Tax Year: 2023
Tax Exemptions: Homeowner

Financial Information
Finance Code: Cash
Special Service Area: N

Utilities

Utility Information
Water Source: Lake Michigan
Sewer: Public Sewer
Electric: 200+ Amp Service

Heating & Cooling
Heating: Natural Gas, Steam
Cooling: Space Pac

Location

Community Information
Community Features: Curbs, Sidewalks, Street Lights, Street Paved

Homeowners Association Information
Master Association Fee Frequency: Not Required

School Information
Elementary School District: 38
Elementary School: The Joseph Sears School
Middle Or Junior School District: 38
Middle Or Junior School: The Joseph Sears School
High School District: 203
High School: New Trier Twp H.S. Northfield/Wi

Location Information
Township: New Trier
Corporate Limits: Winnetka
Directions: Winnetka Ave to Essex, South to House

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 2,948
Stories: 2.0
Lot Size: 9,180 square feet
Style: Single Family Residential
Year Built: 1923
Year Renovated: —
County: Cook County
APN: 05282040150000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Holds Earnest Money: Yes
Possession: Closing, Negotiable
Some Photos Virtually Staged?: No

Around this home

Schools

The Joseph Sears School

Public PreK-8 • Assigned • 0.1mi

9/10

New Trier Township High School Winnetka

Public 10-12 • Assigned • 0.2mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

3/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Winnetka, IL • 60093

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.3 hours in June and 3.3 hours in December, placing it below the U.S. average for solar exposure.

10.3 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.15M – $2.61M

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Home values near 38 Essex Rd

Data from public records.

Address	Redfin Estimate
614 Essex Rd, Kenilworth, IL 6 Beds \| 3 Baths \| 3701 Sq. Ft.	$3,114,951
615 Essex Rd, Kenilworth, IL 6 Beds \| 5.5 Baths \| 6863 Sq. Ft.	$4,409,990

Address	Redfin Estimate
605 Essex Rd, Kenilworth, IL 6 Beds \| 4.5 Baths \| 5000 Sq. Ft.	$3,201,425
545 Essex Rd, Kenilworth, IL 7 Beds \| 5.5 Baths \| 5729 Sq. Ft.	$4,225,178

Address	Redfin Estimate
66 Essex Rd, Winnetka, IL 5 Beds \| 4.5 Baths \| 4543 Sq. Ft.	$2,567,189
610 Essex Rd, Kenilworth, IL 6 Beds \| 5 Baths \| 4567 Sq. Ft.	$3,230,812

Property information provided by MRED as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 60093, IL

Sale history for 38 Essex Rd

Tax history for 38 Essex Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60093

Home values near 38 Essex Rd

More real estate resources